Cheap flights from Vermont (VT) to Chicago (CHI)

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How to find the cheapest flight from
Vermont to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2022: compare Vermont to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
How far in advance should I book a flight from Vermont to Chicago?

Find a great deal and save up to 50% by booking at least 61 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Vermont to Chicago within the next two weeks, with the cheapest ticket starting at $414.

When is the cheapest time to fly from Vermont to Chicago (VT - CHI)?

When flying from Vermont to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest month to fly from Vermont to Chicago?

Due to multiple factors, expect to potentially pay more when booking in August. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from Vermont in October are about $374 on average during October, but can be found for as low as $253.

Cheap flights from Vermont to Chicago in August, September 2022

The best prices found for Vermont to CHI flights for August, September
3 Sep - 4 Sep
$207pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington
1 Sep - 5 Sep
$208pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
9 Sep - 11 Sep
$215pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
BTV
Burlington

Vermont to Chicago 2022 flight deals

Cheap flights to Chicago from Vermont found for this year
3 Sep - 4 Sep
$207pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington
1 Sep - 5 Sep
$208pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
1 Oct - 3 Oct
$212pp
BTV
Burlington
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington

Cheap American Airlines flights from Vermont to Chicago

3 Sep - 4 Sep
$207pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington
9 Sep - 14 Sep
$215pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
BTV
Burlington
26 Aug - 29 Aug
$216pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
BTV
Burlington

Cheap United Airlines flights from Vermont to Chicago

1 Sep - 5 Sep
$208pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
1 Oct - 3 Oct
$212pp
BTV
Burlington
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
21 Sep - 28 Sep
$226pp
BTV
Burlington
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
BTV
Burlington

Non-stop flights to Chicago from Vermont

Save time with Vermont to Chicago direct flight deals
3 Sep - 4 Sep
$207pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington
1 Sep - 5 Sep
$208pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
30 Sep - 3 Oct
$230pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington

Last minute flights from Vermont to Chicago

Late deals on round-trip flights to Chicago from Vermont, departing today and this week
18 Aug - 21 Aug
$328pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
18 Aug - 22 Aug
$335pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
BTV
Burlington
18 Aug - 21 Aug
$337pp
BTV
Burlington
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington

One-way flights to Chicago from Vermont

The cheapest one-way flights from Vermont to Chicago
8:37 am - 6:46 am
Frontier
1 Stop
23h 09m
BTV - MDW
Frontier
$168
CheapOair
7:44 am - 3:07 pm
JetBlue
1 Stop
8h 23m
BTV - ORD
JetBlue
1:25 pm - 6:42 pm
United Airlines
1 Stop
6h 17m
BTV - ORD
United Airlines
$233
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Vermont</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Vermont to Chicago

Which airlines flying from Vermont to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Vermont to Chicago that may be offering flexible cancellation policies are United Airlines, American Airlines, and Delta. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Vermont to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Vermont to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $207, but on average you can expect to pay $226.

Are there nonstop flights from Vermont to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Vermont to Chicago under $300. A good price for a nonstop flight from Vermont to Chicago is less than $272.

Are there last-minute flights available from Vermont to Chicago for under $400?

There are currently 20+ open flights from Vermont to Chicago within the next 7 days for less than $400.

What are the cheapest airlines to fly from Vermont to Chicago one-way?

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $136. Users have also found prices from $141 and $158 on JetBlue and United Airlines, respectively.

What are the cheapest flights from Vermont to Chicago?

Looking at all options, your cheapest flight can be booked for $93. While the most popular route (Burlington - Chicago O'Hare Intl) can be booked for $226 on average our data indicates $280 when flying from Vermont to Chicago.

What are the most reliable airlines from Vermont to Chicago?

No one likes to see their flight delayed. When booking a flight from Vermont to Chicago consider choosing Qatar Airways (100%), Envoy Air (85%) or Republic Airways (80%) as they are the most reliable in getting you off to your destination on time.

What are the most popular airlines that fly from Vermont to Chicago?

Consider Endeavor Airlines, American Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Vermont to Chicago.

What are the most popular routes from Vermont to Chicago?

Most travelers choose Burlington - Chicago O'Hare Intl, Burlington - Chicago Midway or Rutland - Chicago O'Hare Intl when deciding on the best route from Vermont to Chicago.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Vermont?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Vermont need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Vermont are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Vermont are not required to quarantine after entering Chicago.

Do I need a test to fly back to Vermont from Chicago?

Returning to Vermont from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Vermont.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Vermont.

Hide COVID Travel Restrictions for Chicago, IL

Departure points for flights from Vermont to Chicago

Select to see more specific information for flights to Chicago from all departure points in Vermont.

Top 4 airlines flying from Vermont to Chicago

The chart below displays the airlines Cheapflights users traveling from Vermont to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$205 $339 No cancel fee 71%
United Airlines
$207 $328 No cancel fee 69%
Delta
$235 $315 No cancel fee N/A
JetBlue
$474 $696 No cancel fee 62%